Tag: M.W:100-200

Related Products of 108118-69-0, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 108118-69-0 as follows.

To a suspension of l-methyl-lH-pyrrolo[2,3-b]pyridine-5-carboxylic acid (3.54 g, 20.1 mmol) in CH2Cl2 (400 mL) was added l-chloro-N,N-2-trimethylpropenylamine (5.26 mL, 40.2 mmol). Following formation of the resulting acid chloride, the reaction mixture was concentrated affording a residue that was dissolved in pyridine (100 mL) before 2,6- difluoro-pyridin-3-ylamine (2.61 mg, 20.1 mmol) was added in one portion. After an additional 30 minutes the reaction mixture was concentrated to dryness affording a residue, to which was added water causing precipitation o f analytically pure 1 -methyl- 1 H-pyrrolo [2,3 -»]pyridine- 5 – carboxylic acid (2J6-difluoro-pyridin-3-yl)-amide (4.2 g, 72.5% yield). ES MS (M+H+) = 289

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,108118-69-0, its application will become more common.

Reference:
Patent; MERCK & CO., INC.; WO2009/155017; (2009); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 1033203-41-6, name is 6-Bromopyridine-3,4-diamine. A new synthetic method of this compound is introduced below., COA of Formula: C5H6BrN3

6-Bromopyridine-3,4-diamine (200.0 mg, 1.06 mmol) was added to diethyl oxalate (3.0 mL). The mixture was stirred at 130 C. for 12 hours and then cooled to room temperature. Et2O was added thereto to form a solid. The formed solid was filtered and dried under reduced pressure to obtain brown solid compound of 7-bromopyrido[3,4-b]pyrazine-2,3-diol (195.0 mg, 76%). [1236] 1H-NMR (400 MHz, DMSO-d6); delta: 12.23 (brs, 1H), 12.11 (brs, 1H), 8.09 (s, 1H), 7.05 (s, 1H)

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 1033203-41-6, 6-Bromopyridine-3,4-diamine.

Reference:
Patent; C&C RESEARCH LABORATORIES; Ho, Pil Su; Yoon, Dong Oh; Han, Sun Young; Lee, Won Il; Kim, Jung Sook; Park, Woul Seong; Ahn, Sung Oh; Kim, Hye Jung; US2014/315888; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1254473-66-9, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.1254473-66-9, name is 1-(3,5-Dichloropyridin-4-yl)ethanol, molecular formula is C7H7Cl2NO, molecular weight is 192.04, as common compound, the synthetic route is as follows.

S)- 1 -(3,5-Dichloropyridin-4-yl)ethanol Separate the mixture of stereoisomers obtained in the above reaction on a CHIRALPAK AD-H column eluting with 90% heptanes/ 10% ethanol. Peak 2 is the desired enantiomer. To establish the absolute configuration dissolve a sample of the product in CDCI3 (final concentration 100 mg/mL). Obtain the vibrational circular dichroism (VCD) and infra red (IR) spectra with a resolution of 4 cm- 1 using a ChiralIR FT VCD spectrometer (BioTools Inc ) with an IR cell equipped with BaF2 windows and a path length of 100 mm. Collect the VCD and IR for 6 hours with 150 muL of the sample. Present the data without smoothing or further data processing. Obtain vibrational frequencies and absorption and VCD intensities by optimizing the lowest energy conformer by Gaussian at the B3PW91/6-3 IG** level on a Linux cluster, and simulate the corresponding spectra using a Lorentzian bandwidth of 6 cm- 1 vibrational circular dichroism. The above analysis shows the product to be the S- isomer. Yield: 84.37 g (27%). MS (ES) m/z 192 [MH-I]+.

The chemical industry reduces the impact on the environment during synthesis 1254473-66-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; ELI LILLY AND COMPANY; CHEN, Daohong; LI, Hong-Yu; ZHAO, Genshi; WO2010/129509; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 4021-08-3, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 4021-08-3, name is 4-Methylpicolinic acid. A new synthetic method of this compound is introduced below.

Step 3. The preparation of 4-methyl-pyridine-2-carboxylic acid methyl ester: 4-Methyl-pyridine-2-carboxylic acid (4.39 g, 25.3 mmol) was suspended in THF. A solution of diazomethane (60 mL, 0.43 M) in THF was added dropwise and the reaction was stirred for three hours. Several drops of AcOH were added to quench the reaction, then saturated bicarbonate solution was added. The reaction was diluted with EtOAc and the layers were separated. The aqueous layer was washed twice with EtOAc and the organic layers were combined, dried over Na2SO4, and concentrated. The residue was chromatographed on silica gel eluding with 4% MeOH/CH2Cl2 to give 1.17 g (31%) of the desired product as an oil. MS: 152 (M+1 for C8H9N1O2); 1H-NMR (CDCl3)delta2.40 (s, 3 H), 3.97 (s, 3 H), 7.26 (d, 1 H, J=4.2 Hz), 7.94 (s, 1 H), 8.56 (d, 1 H, J=4.9 Hz).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4021-08-3, 4-Methylpicolinic acid, and friends who are interested can also refer to it.

Reference:
Patent; Warner-Lambert; US6251919; (2001); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 72093-13-1, 6-Chloro-2,3-dimethylpyridine, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 72093-13-1, blongs to pyridine-derivatives compound. Recommanded Product: 6-Chloro-2,3-dimethylpyridine

A mixture of 6-chloro-2,3-dimethylpyridine (400 mg), N-(czs-4-aminocyclohexyl)-3-chloro- 4-fluorobenzamide obtained in step A of example 1 (841 mg), and BuOH (0.8 mL) was heated in a microwave synthesizer at 180 0C for 20 min and 230 0C for 50 min. The mixture was diluted with CHCl3 and added to aqueous saturated NaHCO3. The aqueous layer was extracted with CHCl3 three times. The combined organic layer was dried over MgSO4, filtrated, concentrated under reduced pressure, and purified by medium-pressure liquid chromatography (NH-silica gel, 20% to 99% EtOAc EPO in hexane and silica gel, 3% to 5% MeOH in CHCl3) to give 3-chloro-N-{c/s-4-[(5,6- dimethylpyridin-2-yl)amino]cyclohexyl}-4-fluorobenzamide. To a solution of the above material in EtOAG (3 mL) was added 4 M hydrogen chloride in EtOAc (0.18 mL). The mixture was stirred at ambient temperature for 4 h and concentrated under reduced pressure. The residue was suspended in Et2O and the suspension was stirred at ambient temperature. The precipitate was collected by filtration, washed with Et2O, and dried at 80 0C under reduced pressure to give 3-chloro-N-{c-4- [(5,6-dimethylpyridin-2-yl)amino]cyclohexyl}-4-fluorobenzamide hydrochloride (112 mg) as a colorless powder.1H NMR (300 MHz, CDCl3, delta): 1.70-2.01 (m, 8H), 2.19 (s, 3H), 2.53 (s, 3H), 3.74-3.84 (m, IH), 4.04-4.20 (m, IH), 6.56 (d, J= 9.0 Hz, IH), 6.63 (d, J= 8.9 Hz, IH), 7.18 (t, J= 8.6 Hz, IH), 7.59 (d, J= 8.9 Hz, IH), 7.67-7.74 (m, IH), 7.94 (dd, J= 7.1, 2.3 Hz, IH), 8.71 (d, J= 8.6 Hz, IH), 14.74 (brs, IH); ESI MS m/z 376 [M (free)++l, 100%].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,72093-13-1, its application will become more common.

Reference:
Patent; TAISHO PHARMACEUTICAL CO., LTD.; ARENA PHARMACEUTICALS, INC.; WO2006/35967; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 92992-85-3, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 92992-85-3, name is 2-Bromo-3,5-dimethylpyridine. A new synthetic method of this compound is introduced below.

To (2S,4S)-4-amino-2-methoxymethylpyrrolidine-1-carboxylic acid tert-butyl ester (300 mg) were added 2-bromo-3,5-dimethylpyridine (291 mg),tris(dibenzylideneacetone)dipalladium(O)(30 mg),2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (41 mg),sodium tert-butoxide (188 mg) and toluene (6 mL) and the mixture was stirred at 80c for 6 hr. The reaction mixture was purified by column chromatography (hexane:ethyl acetate)to give (2S,4S)-4-(3,5-dimethylpyridin-2-ylarnino)-2-methoxymethylpyrrolidine-1-carboxylic acid tert-butyl ester (489 mg).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,92992-85-3, its application will become more common.

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; ISHIBUCHI, Seigo; SARUTA, Kunio; HAMADA, Maiko; MATOBA, Nobuatsu; MATSUDAIRA, Tetsuji; SEKI, Maki; TARAO, Akiko; HONJO, Takashi; OGATA, Shingo; KAWATA, Atsushi; MOROKUMA, Kenji; FUJIE, Naoto; AOYAMA, Yukio; (251 pag.)EP3321256; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 131747-62-1, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 131747-62-1, name is 3-(Trifluoromethyl)pyridine-2-carboxaldehyde, molecular formula is C7H4F3NO, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a solution of 214 (110 mg, 0.322 mmol)) in toluene 15 ml was added 66 (84.9 mg, 0.483 mmol). PTSA (122.4 mg, 0.644 mmol) was added to the reaction mass, which was stirred at 120 C. for 6 h. The reaction mass was diluted with ethyl acetate and washed with water (3×25 mL). The organic layer was dried over sodium sulphate and concentrated to get the crude 215, which was purified through flash chromatography by using 100-200 mesh silica gel. The compound was eluted at 10% ethyl acetate in hexane to afford yellow coloured solid 215.

According to the analysis of related databases, 131747-62-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Vankayalapati, Hariprasad; Yerramreddy, Venkatakrishnareddy; US2015/72980; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 24195-07-1, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 24195-07-1, name is 2-(Methoxycarbonyl)nicotinic acid. A new synthetic method of this compound is introduced below.

2-(Methoxycarbonyl)pyridine-3-carboxylic acid (3 g, 16.57 mmol) was dissolved in 50 mL of t-ButOH and 4 mL of TEA were added. The solution was stirred for 5 min at room temperature, then diphenylphosphorylazide (3.6 mL, 16.57 mmol) was added and the reaction was refluxed for 3 hours. The mixture was concentrated and the residue purified flash chromatography (silica) eluting with ethyl acetate in cyclohexane from 20 to 50%. The fractions containing the product were collected and concentrated in vacuo to give methyl 3-{[(tert- butoxy)carbonyl]amino}pyridine-2-carboxylate (1.6 g, 38.5% yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,24195-07-1, 2-(Methoxycarbonyl)nicotinic acid, and friends who are interested can also refer to it.

Reference:
Patent; PHARMACYCLICS LLC.; ATALLAH, Gordana, Babic; CHEN, Wei; JIA, Zhaozhong, J.; POZZAN, Alfonso; RAVEGLIA, Lucal, Francesco; ZANALETTI, Riccardo; (815 pag.)WO2016/196776; (2016); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 89466-17-1, Adding some certain compound to certain chemical reactions, such as: 89466-17-1, name is 6-Bromo-5-methylpyridin-2-amine,molecular formula is C6H7BrN2, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 89466-17-1.

To a stirred solution of (2S,4R)-1-(tert-butoxycarbonyl)-4-fluoropyrrolidine-2-carboxylic acid (250 mg, 1.07 mmole) in 10 mL of CH2Cl2, was added 1-methyl imidazole (0.21 mL, 2.5 equiv.) at 0-5 C. under nitrogen atmosphere. The reaction mixture was stirred for 10 min at 0-5 C. and then added methane sulfonyl chloride (0.1 mL, 1.2 equiv) at the same temperature. It was stirred for 1 h at 0-5 C. Then 6-bromo-5-methylpyridin-2-amine (200 mg, 1 equiv) was added, and stirred for 18h at room temperature. Water (10 mL) was added to the reaction mixture, layers were separated and aqueous layer was extracted with DCM (3×10 mL). The combined organic layer was washed with 1N HCl (10 mL), followed by Sat NaHCO3 (10 mL) and then with brine (10 mL). Combined organic layer was dried over Na2SO4, concentrated and to obtain titled compound 404 mg (quantitative yield).

According to the analysis of related databases, 89466-17-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAK, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; (905 pag.)WO2017/35353; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 98353-08-3, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 98353-08-3, name is 5-Ethoxypicolinic acid. A new synthetic method of this compound is introduced below.

5-Ethoxypicolinic acid (53.6 mg, 320 muiotaetaomicron) was suspended in dichloromethane (5 mL), the suspension was cooled to 0-5C (ice bath) and oxalyl chloride (56.9 mg, 39.3 mu, 448 muiotaetaomicron) as well as dimethylformamide (0.308 M in toluene, 51.9 mu, 16 muiotaetaomicron) were added. The mixture was stirred for 2.5 h at room temperature. Then, it was concentrated in vacuo (40C, 5 mbar) and dried azeotropically by two cycles of addition of toluene (3 mL) followed by concentration in vacuo to afford 5-ethoxypicolinoyl chloride as purple oil (59 mg, quant.). After that, tert-butyl ((3aS,4R,8R)-4-(5-amino-2-fluorophenyl)-4,7,7-trimethyl-8-oxido-3,3a,4,7-tetrahydro-2H- isothiazolo[l,5-a][l,4]thiazin-6-yl)carbamate (Int-16ABp, 80 mg, 188 muiotaetaomicron) was dissolved in dichloromethane (5 mL), the solution cooled to 10C and N,N-diisopropylethylamine (36.5 mg, 49.4 mu, 283 muiotaetaomicron) was added, followed by a solution of 5-ethoxypicolinoyl chloride (vide supra, 47.5 mg, 256 muiotaetaomicron) in dichloromethane (4 mL). The reaction mixture was stirred for 15 min at 10C. Then, methanol (2 mL) was added, the mixture was stirred for 5 min at room temperature and concentrated in vacuo. The crude was purified by column chromatography (silica gel, 24 g, eluting with 2 M ammonia in methanol / dichloromethane, gradient 1:99 to 3:97) to yield, after drying in vacuo (40C, 5 mbar), the title compound as a colorless viscous oil (95 mg, 88% yield). HPLC (method LCMS_fglm) tR = 1.36 min. MS (ES+) m/z 574.4 [M+H].

At the same time, in my other blogs, there are other synthetic methods of this type of compound,98353-08-3, 5-Ethoxypicolinic acid, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BARTELS, Bjoern; DOLENTE, Cosimo; GUBA, Wolfgang; HAAP, Wolfgang; OBST SANDER, Ulrike; VIFIAN, Walter; WOLTERING, Thomas; (89 pag.)WO2017/25491; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem